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Hobo Millionaire Life

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1. The Cloakroom Bar


Hidden Gem in the Heart of Downtown

Montreal is a city steeped in culture and history, and The Cloakroom Bar embodies the very essence of a speakeasy. Nestled in the bustling downtown area, this bar offers an intimate experience away from the busy streets. The bar is almost inconspicuous, with no signage outside to guide you. It’s an adventure from the moment you step in.

Entering The Cloakroom feels like you’re stepping into an old-world glamour. The ambiance reeks of sophistication and exclusivity. Dim lighting, curated seating, and exceptional service await you. The bartenders at The Cloakroom are more like artisans, crafting cocktails with meticulous attention to detail. Their drink menu boasts both classic and innovative concoctions, with ingredients often sourced locally to ensure freshness.

One might question, what’s so special about The Cloakroom Bar? The answer lies in its ambiance and exceptional service. Club chairs, dim lighting, and jazz music playing softly in the background set the perfect mood for a relaxed evening. The bartenders are not just servers; they are mixologists in the true sense of the word, taking great care to match your tastes with their numerous drink concoctions.

Another interesting aspect of The Cloakroom is their “secret menu.” If you are a regular, or bold enough to ask, you might find yourself indulging in a unique cocktail exclusive to those in the know. Moreover, The Cloakroom offers an excellent variety of spirits, ensuring that there’s something for everyone. From whiskey to gin, the choices are endless.

If you’re looking to transport yourself back to the prohibition era, The Cloakroom provides an authentic experience. The dim-lit environment, combined with plush seating and an intimate feel, takes you on a journey through time. The bartenders, often dressed in period-appropriate attire, add an extra touch of authenticity.

2. The coldroom


An Ice-Cold Experience You Won’t Forget

The Coldroom is another gem that has made a remarkable impression on Montreal’s nightlife scene. This speakeasy is hidden behind an unmarked door in Old Montreal, and finding it can be a delightful challenge. Once inside, you’ll be greeted by friendly staff and an atmosphere that effortlessly combines comfort with chic sophistication.

With a focus on both hospitality and high-quality drinks, The Coldroom has attracted a loyal following among locals and tourists alike. The bartenders here are skillful mixologists, making for a diverse and exciting drink menu that evolves with the seasons. Don’t be afraid to go off-menu and ask for something based on your own taste preferences; the bartenders here excel at crafting personalized cocktails to suit your palate.

The setting of The Coldroom is intimate, ideal for a date night or a catch-up session with close friends. The exposed brick walls and dim lighting add a rustic charm to the overall modern décor, making it one of the most stylish venues in Montreal. The blend of tradition and contemporary trends makes it a unique spot worth visiting.

One of the interesting features of The Coldroom is the “Fortified Wine Flight” option, where you can sample a selection of fortified wines to broaden your drinking horizons. They also offer a variety of other spirits, so whether you’re a fan of rum, gin, or whiskey, there’s something for everyone. The Coldroom doesn’t merely serve drinks; it offers an experience that you’ll remember long after leaving.

As you make your way to this hidden gem, it’s highly recommended to make a reservation, as the limited seating fills up quickly. The exclusive nature of The Coldroom makes it a hotspot for people who enjoy a more private and exclusive nightlife experience. The ambiance is further enhanced by the curated music playing softly in the background, setting the tone for a night of sophisticated revelry.

3. Atwater Cocktail Club


A Hidden Haven for Cocktail Lovers

If you’re looking for a blend of vibrant energy and laid-back charm, Atwater Cocktail Club is the place to be. Located in the Little Burgundy neighborhood, this speakeasy is known for its eclectic décor and impressive cocktail list. Tucked away behind an unassuming door, the entrance itself offers a hint of the adventure that lies within.

Stepping inside Atwater Cocktail Club, you are instantly transported into a world of retro appeal mixed with modern flair. The interior is an amalgamation of colorful elements, reflective surfaces, and comfortable seating that encourage patrons to relax and enjoy their evening. It’s the juxtaposition of old and new that makes this venue unique.

The cocktail menu at Atwater Cocktail Club is just as dynamic as its dĂ©cor. Bartenders here are known for their creativity and ability to craft bespoke cocktails. Whether you’re in the mood for a classic Negroni or something entirely new and unexpected, the staff will make sure you’re well taken care of. Each drink is not only expertly made but also aesthetically pleasing, often served with unique garnishes and in bespoke glassware.

While the cocktails are undoubtedly the star of the show, the ambiance of Atwater Cocktail Club is equally captivating. Neon lights, mirrors, and a playlist that’s often a blend of classic and contemporary hits set a lively tone without being overwhelming. It’s the perfect spot for both a pre-dinner drink or a late-night rendezvous.

One aspect that sets Atwater Cocktail Club apart is the option to pair your drinks with light bites. Their food menu is carefully curated to complement the cocktail list, offering an added layer of indulgence to your evening. From charcuterie boards to gourmet snacks, each item is designed to enhance your drinking experience.

If you’re new to Montreal or just visiting, Atwater Cocktail Club should be on your list of places to visit. Its unique combination of atmosphere, exceptional cocktails, and attentive service make it a standout in the city’s bustling nightlife scene.

4. Bar Le Royal


Royal Elegance in an Intimate Setting

Bar Le Royal is the epitome of elegance and charm. Located in the heart of Plateau Mont-Royal, this speakeasy offers a cozy yet upscale environment that’s perfect for a night out. The design is both timeless and inviting, with velvet seating, antique dĂ©cor, and a sophisticated ambiance that beckons you to stay a while.

The cocktails at Bar Le Royal are as elegant as the space itself. The bartenders are highly skilled, and each drink is carefully crafted to perfection. The menu offers a mix of classic cocktails and modern creations, ensuring there’s something for everyone. Whether you prefer a strong, spirit-forward drink or something light and refreshing, you’ll find it here.

The atmosphere at Bar Le Royal is one of intimacy and comfort. It’s an ideal spot for a romantic date or an evening with close friends. The low lighting, plush seating, and soft music create a relaxing environment where you can unwind and enjoy your drinks without feeling rushed.

One standout feature of Bar Le Royal is its exceptional service. The staff are attentive and knowledgeable, always ready to recommend a drink or answer any questions you might have. Their passion for mixology is evident in every cocktail they serve, making for an enjoyable and engaging experience.

If you’re a fan of gourmet snacks, you’re in luck. Bar Le Royal offers a selection of small bites that pair perfectly with their cocktails. From artisanal cheese plates to charcuterie boards, each item is designed to complement the flavors of the drinks, adding an extra layer of indulgence to your evening.

For those looking to explore the finer side of Montreal’s nightlife, Bar Le Royal is a must-visit. Its combination of elegance, exceptional cocktails, and inviting atmosphere make it a standout venue in the city’s diverse bar scene.

5. Big In Japan Bar


A Fusion of Japanese and Western Elegance

Big In Japan Bar offers a unique fusion of Japanese and Western styles, making it one of the most fascinating speakeasies in Montreal. Located in the Plateau Mont-Royal area, this hidden gem is discreetly tucked away behind a nondescript door, maintaining an air of mystery and exclusivity.

The interior of Big In Japan Bar is nothing short of mesmerizing. The space is adorned with candlelit tables, wooden accents, and a long, sleek bar that invites you to sit and stay a while. The ambiance is both cozy and elegant, offering a perfect setting for a relaxed evening out.

The cocktail menu at Big In Japan Bar is a testament to the creativity and skill of its bartenders. Each drink is thoughtfully crafted, with a focus on using high-quality ingredients and unique flavor combinations. Whether you’re in the mood for a classic cocktail or something a bit more adventurous, you’re sure to find something that suits your taste.

In addition to its impressive cocktail list, Big In Japan Bar also offers a selection of Japanese whiskies and sakes, providing an opportunity to explore new and exciting flavors. The knowledgeable staff are more than happy to guide you through the menu and recommend a drink that you’ll love.

The atmosphere at Big In Japan Bar is one of understated sophistication. The dim lighting, soft music, and comfortable seating create a relaxing environment where you can enjoy your drinks and engage in conversation without any distractions.

If you’re looking for a unique and memorable night out in Montreal, Big In Japan Bar is a must-visit. Its combination of Japanese and Western elegance, exceptional drinks, and inviting ambiance make it a standout destination in the city’s diverse bar scene.

6. The Secret Garden


An Enchanting Escape From the Everyday

The Secret Garden is a magical oasis in the heart of Montreal. This speakeasy is hidden behind an unmarked door and offers a serene escape from the hustle and bustle of the city. The lush, green interior and charming dĂ©cor create a whimsical atmosphere that’s perfect for a relaxed evening out.

The cocktail menu at The Secret Garden is just as enchanting as the space itself. The bartenders are skilled mixologists, and each drink is crafted with care and precision. The menu offers a mix of classic cocktails and innovative creations, ensuring there’s something for everyone. Whether you prefer a strong, spirit-forward drink or something light and refreshing, you’ll find it here.

The atmosphere at The Secret Garden is one of tranquility and comfort. It’s an ideal spot for a romantic date or an evening with close friends. The low lighting, plush seating, and soft music create a relaxing environment where you can unwind and enjoy your drinks without feeling rushed.

One standout feature of The Secret Garden is its exceptional service. The staff are attentive and knowledgeable, always ready to recommend a drink or answer any questions you might have. Their passion for mixology is evident in every cocktail they serve, making for an enjoyable and engaging experience.

If you’re a fan of gourmet snacks, you’re in luck. The Secret Garden offers a selection of small bites that pair perfectly with their cocktails. From artisanal cheese plates to charcuterie boards, each item is designed to complement the flavors of the drinks, adding an extra layer of indulgence to your evening.

For those looking to explore the finer side of Montreal’s nightlife, The Secret Garden is a must-visit. Its combination of enchantment, exceptional cocktails, and inviting atmosphere make it a standout venue in the city’s diverse bar scene.

My Thoughts


Montreal is a city that’s rich in history and culture, and its speakeasies offer a unique glimpse into the past while providing a modern and sophisticated experience. From hidden doors and unmarked entrances to meticulously crafted cocktails and intimate settings, each speakeasy on this list offers something special.

Whether you’re looking for a cozy spot to unwind, a romantic setting for a date night, or a lively venue to enjoy innovative drinks with friends, these speakeasies have you covered. Each one offers a unique ambiance and exceptional service, ensuring a memorable night out in Montreal.

So, next time you find yourself in Montreal, be sure to check out these hidden gems. You won’t be disappointed.

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